Australian journal of chemistry

Synthetic approaches to the hypothetical lactone intermediate in the pyrolytic conversion of 8-methylcyclobuta [a] naphthalene-1, 2-dione into acenaphthylene

RFC Brown, FW Eastwood, NR Wong

Index: Brown, Roger F.C.; Eastwood, Frank W.; Wong, Neil R. Australian Journal of Chemistry, 1996 , vol. 49, # 7 p. 793 - 800

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Citation Number: 0

Abstract

Abstract Synthetic approaches to the hypothetical lactone intermediate 8, 8a-dihydro-2H- acenaphtho [1, 8-bc] furan-2-one (2) based on intramolcular Diels-Alder reaction, and on intramolecular alkylation by diazoacetate groups, were not useful. Generation and pyrolysis of the 9-diazomethylnaphtho [1, 2-c] furan-3 (1H)-one (19) derived from the corresponding 9- formyl compound (15) gave products including acenaphthylene, consistent with the ...